10-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]-5-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-8-one

Details

• Internal ID: 09d9a198-3f2a-4f21-9ced-01f09de63273
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 10-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]-5-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC(=CCCC(C)(C=C)C1=C2C(=C(C3=C1OC(C=C3)(C)C)O)C=CC(=O)O2)C
• SMILES (Isomeric): CC(=CCC[C@](C)(C=C)C1=C2C(=C(C3=C1OC(C=C3)(C)C)O)C=CC(=O)O2)C
• InChI: InChI=1S/C24H28O4/c1-7-24(6,13-8-9-15(2)3)19-21-16(10-11-18(25)27-21)20(26)17-12-14-23(4,5)28-22(17)19/h7,9-12,14,26H,1,8,13H2,2-6H3/t24-/m0/s1
• InChI Key: PVGLAABZVMMVJJ-DEOSSOPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.6433	64.33%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.8519	85.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9449	94.49%
P-glycoprotein inhibitior	+	0.7743	77.43%
P-glycoprotein substrate	-	0.5429	54.29%
CYP3A4 substrate	+	0.6158	61.58%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.7038	70.38%
CYP2C9 inhibition	+	0.5528	55.28%
CYP2C19 inhibition	+	0.5436	54.36%
CYP2D6 inhibition	-	0.7995	79.95%
CYP1A2 inhibition	+	0.5260	52.60%
CYP2C8 inhibition	+	0.5219	52.19%
CYP inhibitory promiscuity	-	0.6860	68.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6682	66.82%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6904	69.04%
Skin irritation	-	0.6667	66.67%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7066	70.66%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5782	57.82%
skin sensitisation	-	0.6501	65.01%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7864	78.64%
Acute Oral Toxicity (c)	III	0.6442	64.42%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.6413	64.13%
Thyroid receptor binding	+	0.7715	77.15%
Glucocorticoid receptor binding	+	0.8298	82.98%
Aromatase binding	+	0.7324	73.24%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.7561	75.61%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.33%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	98.09%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.53%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.30%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.76%	90.93%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.63%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.21%	85.14%

Plants that contains it

• Paramignya monophylla

Cross-Links

• PubChem: 163038614
• LOTUS: LTS0042963
• wikiData: Q105215440